Department of Chemistry, Ludwig-Maximilians-Universität, Butenandtstr. 5-13, 81377 Munich, Germany.
Org Lett. 2015 Apr 17;17(8):2026-9. doi: 10.1021/acs.orglett.5b00801. Epub 2015 Apr 7.
We report a convenient one-pot preparation of polyfunctional tertiary amines, including various biorelevant phenethylamines or ephedrine derivatives, via the reaction of new functionalized iminium ions with a variety of zinc and magnesium organometallic reagents. These iminium ions were generated from unsymmetrical aminals, obtained by the in situ addition of various amides to Tietze's iminium salt [Me2NCH2(+)CF3COO(-)]. A functionalized aniline, prepared by this method, was converted to a quinolidine via an intramolecular Heck reaction.
我们报告了一种方便的一锅法制备多功能叔胺的方法，包括各种生物相关的苯乙胺或麻黄碱衍生物，通过新的功能化亚胺离子与各种锌和镁有机金属试剂的反应来实现。这些亚胺离子是由不对称亚胺醛生成的，亚胺醛是通过将各种酰胺原位添加到 Tietze 的亚胺盐[Me2NCH2(+)CF3COO(-)]中得到的。通过这种方法制备的功能化苯胺可以通过分子内 Heck 反应转化为喹喔啉。
